| Wasteland of the Free | Iris DeMent | 5:15 | ||
| Good Things Happen to Bad People | Richard Thompson | 5:21 | ||
| Engine Joe | Slobberbone | 2:26 | ||
| Georgia Hard | Robbie Fulks | 4:14 | ||
| Light Enough to Travel | The Be Good Tanyas | 4:58 | ||
| Dollar Bill Blues | Townes Van Zandt | 3:01 | ||
| Sex And Gasoline | Rodney Crowell | 4:30 | ||
| New Year's Eve at the Gates of Hell | Ray Wylie Hubbard | 3:30 | ||
| Live Forever | Billy Joe Shaver | 2:49 | ||
| When You Need a Train It Never Comes | Amanda Shires | 4:14 | ||
| Accidentally Like a Martyr | Warren Zevon | 3:06 | ||
| Don't Look Back | Jackson C. Frank | 2:57 | ||
| Five Hearts Breaking | Alejandro Escovedo | 4:10 | ||
| The Asp and the Albatross | Freakwater | 3:10 | ||
| Rex's Blues | Townes Van Zandt | 2:22 | ||
| Down in the Woods | Malcolm Holcombe | 3:24 | ||
| The Panama Limited | Tom Rush | 8:23 | ||
| South of the River | Ray Wylie Hubbard | 4:06 | ||
| Nothin' | Townes Van Zandt | 3:27 | ||
| City Flower | Jeffrey Foucault | 3:38 | ||
| Bloody 98 | Blue Mountain | 2:47 | ||
| Unlock more with Songs Like X Pro | ||||
| I Should Have Been Home | Blaze Foley | 2:10 | ||
| Looking Forward to Seeing You | Golden Smog | 2:47 | ||
| First Air of Autumn | Drive-By Truckers | 3:30 | ||
| Shackles and Chains | Dan Reeder | 2:16 | ||
| Keep It Clean | Willie Watson | 3:35 | ||
| Ain't Waitin' | Justin Townes Earle | 2:16 | ||
| Rich Man's World | Eilen Jewell | 2:55 | ||
| Traveling Alone | Tift Merritt | 4:44 | ||
| Yankee Lady | Jesse Winchester | 4:02 | ||
| Perfect Timing | Drive-By Truckers | 2:57 | ||
| Hickory Wind | The Byrds | 3:31 | ||
| Katie Belle | Townes Van Zandt | 3:13 | ||
| My Old Drunk Friend | Freakwater | 3:33 | ||
| Orphan of the Storm | Mudcrutch | 4:06 | ||
| Ghost Of Tom Joad | Pete Seeger, Bruce Springsteen | 4:26 | ||
| Heart Like a Wheel | Zoe Muth and the Lost High Rollers | 3:37 | ||
| Harlem River Blues | Justin Townes Earle | 2:48 | ||
| You'll Get Yours Aplenty | Blaze Foley | 2:09 | ||
| Simple Twist of Fate | Jeff Tweedy | 3:43 | ||
| Reasons To Quit | Phosphorescent | 3:13 | ||
| Do It | Jesse Winchester | 1:27 | ||
| The East Colorado Dam | Sammy Walker | 3:56 | ||
| Dust of Daylight | Son Volt | 3:06 | ||
| Waynesboro | Ramsay Midwood | 4:24 | ||
| You Are Not Needed Now | Townes Van Zandt | 4:12 | ||
| 105 | Fred Eaglesmith | 2:48 | ||
| I Wish It Would Rain | Rodney Crowell | 3:28 | ||
| Entella Hotel | Peter Case | 4:58 | ||
